(4R,6S)-4,6-bis(methoxymethoxy)-1-methylcyclohex-1-ene | 1259529-41-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,6S)-4,6-bis(methoxymethoxy)-1-methylcyclohex-1-ene
• 英文别名: (4R,6S)-4,6-bis(methoxymethoxy)-1-methylcyclohexene
• CAS: 1259529-41-3
• 化学式: C₁₁H₂₀O₄
• 分子量: 216.277
• InChiKey: ZWQCUDCUEINZPR-MNOVXSKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4R,6S)-4,6-bis(methoxymethoxy)-1-methylcyclohex-1-ene 在 2,6-二苯基苯酚 、 三甲基铝 、 pyridinium chlorochromate 作用下， 以 正庚烷 、 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Enantioselective Synthesis of A Key A-Ring Intermediate for the Preparation of 1α,25-Dihydroxyvitamin D₃

  摘要：

  A novel approach to the key A-ring alpha, beta-unsaturated aldehyde 1, an important intermediate for the preparation of 1 alpha,25-dihydroxyvitamin D-3, has been developed. The strategy started from the inexpensive starting material (R)-carvone with an ene reaction serving as the key step toward the potential synthesis of vitamin D-3 analogues bearing the modification at the C-2 position.

  DOI：

  10.1021/ol102586w
• 作为产物：
  描述：

  (1S,2S,4R,6S)-2,4-bis(methoxymethoxy)-1-methyl-7-oxabicyclo[4.1.0]heptane 在 sodium acetate 、 溶剂黄146 、 sodium iodide 、 锌 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以85%的产率得到(4R,6S)-4,6-bis(methoxymethoxy)-1-methylcyclohex-1-ene
  参考文献：
  名称：

  Enantioselective Synthesis of A Key A-Ring Intermediate for the Preparation of 1α,25-Dihydroxyvitamin D₃

  摘要：

  A novel approach to the key A-ring alpha, beta-unsaturated aldehyde 1, an important intermediate for the preparation of 1 alpha,25-dihydroxyvitamin D-3, has been developed. The strategy started from the inexpensive starting material (R)-carvone with an ene reaction serving as the key step toward the potential synthesis of vitamin D-3 analogues bearing the modification at the C-2 position.

  DOI：

  10.1021/ol102586w

文献信息

• Enantioselective Synthesis of A Key A-Ring Intermediate for the Preparation of 1α,25-Dihydroxyvitamin D₃
  作者：Yan Chen、Tong Ju

  DOI：10.1021/ol102586w

  日期：2011.1.7

  A novel approach to the key A-ring alpha, beta-unsaturated aldehyde 1, an important intermediate for the preparation of 1 alpha,25-dihydroxyvitamin D-3, has been developed. The strategy started from the inexpensive starting material (R)-carvone with an ene reaction serving as the key step toward the potential synthesis of vitamin D-3 analogues bearing the modification at the C-2 position.